Schooner Rally 2020

Oct 25 to Oct 25
From: 01:30 PM to 03:30 PM
Purchase tickets

Schooner Rally 2020

Come aboard the Woodwind for a beautiful sail amongst all the schooners that are currently in Annapolis for the Parade of Schooners. We will all be sailing in the company of these other schooners for a fun, 2-hour sail.  Local craft beers, wine & bubbly available for purchase aboard.  Depart Annapolis at 1:30pm, return at 3:30pm.  Tickets are $65 per person with a maximum of 24 guests.

Zoned Seating Pricing ~ Limited Capacity (24 person max):

  • 2 person zone ~ $130.00 (for 2 guests)
  • 4 person zone ~ $260.00 (for 4 guests)
  • 6 person zone ~ $390.00 (for 6 guests)


This Event is Brought to You By Annapolis Sailing Cruises: Schooner Woodwind

Sail the Chesapeake on a 74-foot schooner! Raise the sails, steer the boat, or sit back and relax on a two-hour sail. Special, longer event cruises, too. The Woodwind and Woodwind II offer a real Chesapeake sailing experience for public sails and private events. Buy a ticket, or privately rent the entire boat. Fun, team match racing, corporate outings, crab feasts and catered sunset sails. Sailing is a great way to celebrate birthdays, reunions, and a wedding weekend. Departs from the downtown, Annapolis Waterfront Hotel.